Cheshire Academy provides exceptional student-centered education and values diversity in the student body and the student experience. To that end, we strive to ensure tuition is affordable while still providing the exceptional Cheshire Academy education.

In order to help plan for your investment in your child’s education, we include all estimated fees and tuition costs below.

List of 6 items.

  • Tuition

    Boarding: $57,120
    Day Nine to Twelve and PG: $39,900

    A 10% non-refundable enrollment deposit is required with the enrollment contract.  This non-refundable deposit guarantees a space at school for the student.  Both the contract and the deposit must be received by Cheshire Academy for a student to be officially considered enrolled. 
  • Payment Options

    Cheshire Academy accepts tuition through Smart Tuition. Our school code is 12946. Parents and guardians receive tuition payment information, including log in information, through email.

    The Academy offers these payment options:
    1. Payment in two installments directly to the school in July and December. 
    2. Monthly payment plan.
  • Roxbury Program Fees

    Contracts for enrollment in the Roxbury program are issued on an individual basis as a supplement to the enrollment contract. Payment for Roxbury is a 10% non-refundable deposit at time of enrollment, and two installments thereafter due in July and December. Please visit our Roxbury Plans & Pricing page for a breakdown of tiers of service. 
  • Optional (Fees Vary)

    Tuition Refund Insurance (medical reasons only) 
    Bus Transportation (day students only) 
    Private Laundry Service 
    Private Music Lessons
    My Kids Spending Account 
    Private Tutoring
    Photo Packets (ID Cards)
  • Health (Medical) Insurance

    Medical insurance is required for all students. Students who do not have medical insurance that covers them in Connecticut will be required to purchase insurance through a school offered plan.  The cost of the health insurance is $ 1,875 for the school year. All international students are required to purchase the school offered medical insurance.  The fee will be billed with your first installment tuition.
  • Credit Card Payments and Wire Transfer Payments

    In addition to checks and wire transfer, Cheshire Academy accepts credit card payment in the form of MasterCard or Visa only.  Please contact  for wire transfer instructions.

Financial Aid

Cheshire Academy awarded nearly $4,400,000 in need-based financial aid to 44% of the student body in the 2016-2017 school year. In addition, we have expanded our loan and payment plan options to appeal to a wider range of financial circumstances.

Learn more about financial aid.

Venture Grant Fund

All Cheshire Academy students are eligible to apply for $5,000 in grants to fund an innovative, experiential project over the summer months. Selected students then return to campus in the fall to present knowledge gained from their project in an all-school seminar.

Learn more about the Venture Grant.


Cheshire Academy
10 Main Street
Cheshire, Connecticut 06410

MAIN PHONE: 203-272-5396
MAIN FAX: 203-250-7209
ADMISSION OFFICE: 203-439-7250
ADMISSION FAX: 203-439-7601
ATHLETICS OFFICE: 203-439-7242 

About Cheshire Academy

List of 1 items.

  • The Student-Centered Private School in Connecticut.

    We put the unique needs of every student first. That’s why we offer a flexible program that allows students to mix academic course tracks with athletics and/or fine arts programs, according to their needs and interests.
    Students can stretch their intellectual boundaries by taking one of 20 advanced International Baccalaureate® Diploma Programme courses, or practice new skills by participating in a range of afternoon programs including; athletics, fine arts, and performing arts. We are also the only Connecticut private school to offer one-on-one student coaching through our Roxbury Academic Support Program.
    Read More
© Copyright 2017 Cheshire Academy